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Any chance you would consider Jamaica Plain or even South Boston? I suggest that since the market in Dorchester is getting hit pretty hard - there are a lot of short sales and foreclosures - although if Dorchester really appeals to you for other personal reason you might be able to get a good deal. When searching in any neighborhood proximity to public transportation is key to value. In my opinion, anything in dorchester closer to south boston hold their value better

Hi, I prefer Adams Village, Lower Mills and Savin Hill (over the bridge). There are other area of Dorchester which I also like but these are my top three. Feel free to give me a call if you need some help. I do a lot of work in Dorchester. Thanks, Jon

Agree, there is a ton on the market in dorchester right now and you can get a little more for the money.
One way to figure out where you should buy is by evaluating absorption rates ... essentially supply and demand statistics that will tell you if there is a lot on the market but not a lot of demand. I have posted some for Dorchester in other trulia voices posts and if i remember correctly, right now Dorchester has high supply but low demand. Anyway, my advice in a market like this is to just keep your options open and be patient with deciding ... It is a buyers market and the more you educate yourself the more likely you are to make a great real estate investment/emotional decision :)